West Harpswell Vacations from $567

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your West Harpswell Vacation

Take all the hassle out of planning your next break with a West Harpswell vacation package. Immerse yourself in the sights and sounds of this captivating neighborhood and enjoy everything it has to offer. When it's time to get out and explore, you'll find lots of top attractions nearby including Bailey Island Bridge, Paddleworks and Ash Cove Pottery. Visit one, two (or even all!) during your trip to West Harpswell. Whatever your travel plans or the size of your budget, booking your dream West Harpswell vacation has never been easier with Expedia.

The Latest West Harpswell Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Ocean Gate Inn

$567

per person

Sep 26 - Sep 29

found 20 hours ago

Roundtrip flight included

Chicago (CHI) to Portland (PWM)

8.6/10 Excellent! (1,014 reviews)

Great place very close to boothbay without the price. loved the landscaping beautiful.

Reviewed on Aug 25, 2026

Ogunquit River Inn & Suites

Moody

Save 100% on your flight

$621

per person

Sep 25 - Sep 29

found 20 hours ago

Roundtrip flight included

Chicago (CHI) to Portland (PWM)

9/10 Wonderful! (1,011 reviews)

The environment, especially the sound from the river.

Reviewed on Aug 25, 2026

Nautical Mile

Save 100% on your flight

$690

per person

Nov 14 - Nov 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

8.6/10 Excellent! (24 reviews)

Bel endroit où séjourner! Tout près de Well’s Beach.

Reviewed on Jul 27, 2026

Evalina Hotel

Downtown Portland

$741

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Portland (PWM)

10/10 Exceptional! (10 reviews)

Great location! Fun space! Comfortable and clean!

Reviewed on Aug 17, 2026

The Meadowmere Resort

$1,171

per person

Sep 30 - Oct 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Portland (PWM)

8.6/10 Excellent! (1,002 reviews)

Clean room and very good smenities

Reviewed on Aug 22, 2026

West Harpswell Hotel Deals

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Fully refundable

$76 nightly

$83 total

Aug 30 - Aug 31

Total with taxes and fees

7.2/10 Good! (726 reviews)

"Quick stop on our way to Bar Harbor."

Reviewed on Aug 25, 2026

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundable

$118 nightly

$131 total

Sep 1 - Sep 2

Total with taxes and fees

8/10 Very Good! (1,643 reviews)

"Pest control was out several times during our stay. Not to sure the reason. I k ow that pets are allowed. So maybe an issue with something."

Reviewed on Aug 24, 2026

Quality Inn & Suites South Portland

738 Main Street South Portland ME

Fully refundable

$78 nightly

$85 total

Sep 1 - Sep 2

Total with taxes and fees

6.4/10 (1,092 reviews)

"Needs maintenance but still good"

Reviewed on Aug 24, 2026

See all 1,552 properties in West Harpswell

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.